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(2S)-4-[[(2R,3R,5R,10S,12S,13R,14S,17R)-3-acetyloxy-12-hydroxy-17-[(2S,3R,6S)-2-hydroxy-6-(2-hydroxypropan-2-yl)oxan-3-yl]-4,4,10,13,14-pentamethyl-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-2-yl]oxy]-2-hydroxy-2-methyl-4-oxobutanoic acid

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 78ce08e5-d260-4cdc-90a2-de178f0d683e
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Triterpenoids
IUPAC Name (2S)-4-[[(2R,3R,5R,10S,12S,13R,14S,17R)-3-acetyloxy-12-hydroxy-17-[(2S,3R,6S)-2-hydroxy-6-(2-hydroxypropan-2-yl)oxan-3-yl]-4,4,10,13,14-pentamethyl-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-2-yl]oxy]-2-hydroxy-2-methyl-4-oxobutanoic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C37H58O11/c1-19(38)46-29-24(47-28(40)18-36(8,45)31(42)43)17-34(6)23-16-26(39)37(9)21(20-10-13-27(33(4,5)44)48-30(20)41)14-15-35(37,7)22(23)11-12-25(34)32(29,2)3/h20-21,24-27,29-30,39,41,44-45H,10-18H2,1-9H3,(H,42,43)/t20-,21-,24-,25+,26+,27+,29+,30+,34-,35+,36+,37+/m1/s1
InChI Key FEDSJMADTSLWLE-QSBBJZLXSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C37H58O11
Molecular Weight 678.80 g/mol
Exact Mass 678.39791266 g/mol
Topological Polar Surface Area (TPSA) 180.00 Ų
XlogP 3.80
Atomic LogP (AlogP) 4.27
H-Bond Acceptor 10
H-Bond Donor 5
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S)-4-[[(2R,3R,5R,10S,12S,13R,14S,17R)-3-acetyloxy-12-hydroxy-17-[(2S,3R,6S)-2-hydroxy-6-(2-hydroxypropan-2-yl)oxan-3-yl]-4,4,10,13,14-pentamethyl-2,3,5,6,7,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-2-yl]oxy]-2-hydroxy-2-methyl-4-oxobutanoic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9684 96.84%
Caco-2 - 0.8558 85.58%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.8435 84.35%
OATP2B1 inhibitior - 0.7218 72.18%
OATP1B1 inhibitior + 0.8226 82.26%
OATP1B3 inhibitior - 0.2173 21.73%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.6360 63.60%
P-glycoprotein inhibitior + 0.7694 76.94%
P-glycoprotein substrate + 0.5431 54.31%
CYP3A4 substrate + 0.7329 73.29%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8755 87.55%
CYP3A4 inhibition - 0.6076 60.76%
CYP2C9 inhibition - 0.7867 78.67%
CYP2C19 inhibition - 0.8277 82.77%
CYP2D6 inhibition - 0.9481 94.81%
CYP1A2 inhibition - 0.8446 84.46%
CYP2C8 inhibition + 0.6427 64.27%
CYP inhibitory promiscuity - 0.9198 91.98%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6491 64.91%
Eye corrosion - 0.9914 99.14%
Eye irritation - 0.9154 91.54%
Skin irritation + 0.5510 55.10%
Skin corrosion - 0.9308 93.08%
Ames mutagenesis - 0.6154 61.54%
Human Ether-a-go-go-Related Gene inhibition - 0.5732 57.32%
Micronuclear - 0.7100 71.00%
Hepatotoxicity - 0.6074 60.74%
skin sensitisation - 0.8613 86.13%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity - 0.7319 73.19%
Acute Oral Toxicity (c) I 0.7779 77.79%
Estrogen receptor binding + 0.6847 68.47%
Androgen receptor binding + 0.7503 75.03%
Thyroid receptor binding - 0.5420 54.20%
Glucocorticoid receptor binding + 0.7392 73.92%
Aromatase binding + 0.7296 72.96%
PPAR gamma + 0.6777 67.77%
Honey bee toxicity - 0.6920 69.20%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9923 99.23%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 98.10% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.81% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.21% 97.25%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.73% 86.33%
CHEMBL2581 P07339 Cathepsin D 91.52% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 91.02% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.04% 85.14%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.84% 100.00%
CHEMBL204 P00734 Thrombin 89.46% 96.01%
CHEMBL3714130 P46095 G-protein coupled receptor 6 89.32% 97.36%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.58% 95.89%
CHEMBL4681 P42330 Aldo-keto-reductase family 1 member C3 86.71% 89.05%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 86.66% 93.00%
CHEMBL1966 Q02127 Dihydroorotate dehydrogenase 86.52% 96.09%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 85.60% 95.71%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.60% 97.09%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.89% 95.89%
CHEMBL5028 O14672 ADAM10 84.69% 97.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.68% 95.56%
CHEMBL4187 Q99250 Sodium channel protein type II alpha subunit 84.47% 95.50%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 83.55% 93.04%
CHEMBL233 P35372 Mu opioid receptor 82.82% 97.93%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.42% 92.62%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.36% 91.07%
CHEMBL2413 P32246 C-C chemokine receptor type 1 80.82% 89.50%
CHEMBL1293316 Q9HBX9 Relaxin receptor 1 80.74% 82.50%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.59% 100.00%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 80.46% 90.93%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
There are no matching plants.

Cross-Links

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PubChem 163103956
LOTUS LTS0250801
wikiData Q104993927